Chloramphenicol
Athanor · official
C11H12Cl2N2O5 · 323.13 g/mol
IUPAC name: 2,2-dichloro-N-[(1R,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
Also called Chloromycetin
Names and identifiers
- IUPAC name
- 2,2-dichloro-N-[(1R,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
- Synonyms
- Chloromycetin, L-erythro-Chloramphenicol, RefChem:1048343
+ 37 more
2,2-dichloro-N-[(1R,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide, Acetamide, 2,2-dichloro-N-(2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-, (R-(R*,S*))-, 2,2-dichloro-N-((1R,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide, L(+)-erythro-Chloramphenicol, Spectrum_001311, Spectrum2_000884, Spectrum3_000338, Spectrum4_000275, Spectrum5_001334, BSPBio_001975, KBioGR_000770, KBioSS_001791, SPECTRUM1500174, SPBio_000668, CHEMBL457563, orb1703143, KBio2_001791, KBio2_004359, KBio2_006927, KBio3_001195, DTXSID80224388, CHEBI:109546, HMS1920M19, HMS2091C08, Pharmakon1600-01500174, CCG-39895, NSC756677, AKOS015960195, AKOS040746069, NSC-756677, (R-(R*,S*))-2,2-Dichloro-N-(2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)acetamide, NCGC00178884-01, NCGC00178884-02, AC-10036, SBI-0051289.P003, CS-0067742, T24401
- Molecular formula
- C11H12Cl2N2O5
- Empirical formula
- C11H12Cl2N2O5
- Molecular weight
- 323.13 g/mol
- Exact mass
- 322.01233
- CAS number
- 56-75-7
- PubChem CID
- 146033
- Canonical SMILES
- C1=CC(=CC=C1C(C(CO)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
- Isomeric SMILES
- C1=CC(=CC=C1[C@H]([C@H](CO)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
- InChI
- InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9+/m0/s1
- InChIKey
- WIIZWVCIJKGZOK-DTWKUNHWSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 20
- Rings
- 1
- Aromatic rings
- 1
- Fraction sp³ carbons (Fsp3)
- 0.36
- H-bond donors
- 3
- H-bond acceptors
- 5
- Rotatable bonds
- 6 computed here · PubChem 5
- TPSA (Ų)
- 112.7 computed here · PubChem 115
- Formal charge
- 0
- XLogP3
- 1.1 PubChem
- Complexity
- 342 PubChem
- Stereocenters
- 2 definedCIP: C3: S · C10: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C40.89%
- H3.74%
- Cl21.94%
- N8.67%
- O24.76%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 0.91 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -2.24 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.13 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 323.13
- log P ≤ 5 (Crippen): 0.91
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 5
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: BenchChem, Mcule, AA BLOCKS.
Always read the supplier’s safety data sheet before working with it.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.